You don't have javascript enabled. To properly interact with Adult Confessions, please enable javascript on your browser.
Adult Confessions | Embarrassing-moments |
Embarrassing Moments
We've all had them - those truly hateful embarrassing moments, caught with your finger up your nose, or snooping through a medicine cabinet, sneezing snot all over a fellow passenger, or realizing you forgot to set the parking brake after your car rolls into a gully, or needing to wrap your jacket around your waist when your period unexpectedly started when you were wearing white pants.

This section of AdultConfessions.com is here just to chronicle those most embarrassing moments. Let the whole world know your bad habits, and when you got caught committing them.
  • — Embarrassing Moments —
    Bi-Sexual Male / 18

    My embarrassing moment is when mom caught me with another boy 2years ago. I just graduated 8th grade and went to spend the summer with dad in California. I was totally naive, I'd never kissed anybody before other than my parents. As soon as I got to my dad's his new wife's kids were so cool, they were a few years older and liked me right away. Both my new step sister and two stepbrothers were making out with me as soon as I got there. I made out with there friends too. After the first week I wasn't a virgin at all anymore and either Billy, Ben or Bobbie slept with me and my dad or their mom didn't see anything wrong with it. I was like in the coolest place ever. Billy and Ben both taught me how to suck and get fucked by boys and Bobbie showed me how to have sex with a girl.
    When I got home mom saw me as different, I don't know if it was that I didn't wear regular boys underwear but had different colored bikini underpants like my stepbrothers wear. She noticed that I had a suspected gay boyfriend who was an upperclassman in my high school. She'd find semen in my underpants and had a talk about "normal" sex. Well she came home early from work and willie's penis was all up inside of me. I was sitting on it too bouncing completely naked. It wasn't a good situation, I was so embarrassed!!!

    #43230 — Comments (1) — Feb 2, 2019 at 12:08 PM — That's Juicy! (5) Remove This.
  • — Embarrassing Moments —
    Straight Female / 36

    I got drunk Friday night and passed out on the couch around midnight. When I woke up my leggings were on the floor and my panties were around my left ankle. I had still wet semen on my face and between my legs so I know that I was r**ed.

    Ironically I also have herpes and HPV genital warts so I really hope I infected the man/men that used me while I was unconscious and I am 99% sure that my roommate was involved because the door was locked and he acts sketchy when I bring it up.

    I feel violated in a strangely arousing way that I know isn't normal. I am planning on 'passing out' again tonight but I will be pretending and have my phone recording so I can confront him and make him pay for being a pervert. I get so wet thinking about infecting him with uncurable STDs that will forever remind him of me:)

    #43164 — Comments (4) — Jan 27, 2019 at 5:03 PM — That's Juicy! (18) Remove This.
  • — Embarrassing Moments —
    Straight Male / 30

    After college I had a hard time finding a job and I went from couch to couch to couch with friends and friends of friends, working part time as a waiter and even once as a valet parking attendant. It was during those days and I was couch surfing at this guy's place and he had a party and there was lots of beer and wine and rum and vodka and I was pretty smashed and I feel asleep on his bed because out on the couch people were still mingling around. I woke up with him beside me, he had his arm around me and he was hunched up close to me. We weren't naked or anything like that but we were spooned together and I thought I could feel his bulge against the small of my back.

    I started wiggling a little like to press against his bulge and he grabbed me and he started to hump and his bulge got hard and soon he was humping me in his sleep and I could feel his totally erect penis against my back. He grabbed me really hard and humped me until he came and his hot stuff went up my back. After he came he relaxed a little and I managed to get out of the bed and went and found a shirt to change into. The couch was empty and the people were gone, the place was a mess and I sat alone on the couch in the eerie quiet of the morning half wanting to go get back in bed with him and knowing that would be weird.

    It was many weeks later before I washed the shirt I was wearing that night with all his cum on it. I dreamt of being part of his wet dream again, the apartment was small and it wasn't strange to catch each other in our boxers and from time to time standing taking a piss. I never did act out on anything and I moved onto another couch and when I got a real job I moved in as a true roommate with my own room. I am 30 now and I still masturbate to the feeling of being humped by him and I cum in my boxers and don't change and sleep like that.

    If you ask me to be honest I would like to try getting together with a guy to see what it is like. I have watched enough porn, I want to hold a dick in my hand and I want to suck on a dick and I would like to see what a man with a dick would do if he had me in his arms like that. Since that incident I haven't been with a girl, I just can't get interested.

    I am just one more lonely soul in the Big Apple.

    #43150 — Comments (4) — Jan 25, 2019 at 8:40 AM — That's Juicy! (4) Remove This.
  • — Embarrassing Moments —
    Straight Female / 21

    I was 17 when I went to one of my high school girl friends swimming pool party. All my girls friends from my class were there along with the boys. Last thing her parents told her before the went out was "keep the party out of the house" and to make sure her 11 year old brother Jimmy goes to bed. That was easier said than done because she couldn't get him out of the pool. What she did is something I'll never forget. She told boys to fish him out of the pool and while the boys were holding him she yanked his bathing suite off right in front of us. I remember he had the cutest little hairless dick and so embarrassed about being held naked in front of girls he couldn't top himself from getting an erection. Never saw a boy run into house so fast in my life. Tbere wasn't a sngle girl there that didn't get turned on by it. It was so arousing the kept talking about it for months.

    #43144 — Comments (0) — Jan 24, 2019 at 8:38 PM — That's Juicy! (10) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 37

    I have to confess something and there are several categories that I could put it in but for me this one fits best. But before I start I want to say that the jurisdiction where this took place did not at the time this took place have laws that prohibited sex between siblings and the age of consent in that jurisdiction was at the time 12.

    When I was 12 I hit puberty hard and fast. I would attempt to mate with anything with a hole that couldn't outrun me. It didn't take long for me to get around to my sister who was 3 at the time. I am glad that my cock has always been tiny and especially so at 12. So when it came time to shove my cock in her it was more like a lesbian attempting to fuck with a clit. She didn't seem to mind having my penis inside her. It wasn't big enough to hurt her and in fact it could barely reach her clit never mind penetrate it. When I came most of it was shielded by her hymen.

    This went on for four years. Then one day when Mom was supposed to be at work and I was supposed to be babysitting my little sister and if you can't do math I was 16 and she was 7, Mom came home early from work and caught me fucking my little sister who was screaming out "Oh my God that feels good don't stop!"

    That was pretty much the ONLY reason she didn't run to the kitchen and come back with a meat cleaver and cut off my boyhood. Even at 16 I was still tiny and besides the sperm inside her when I came there was no evidence that she had been sexually assaulted all those years.

    But Mom decided to punish me anyways lest I forget that 16 year old boys aren't supposed to fuck their baby sisters.

    Mom had a friend who had a friend who worked in a tattoo parlor. Even though it's illegal there to tattoo someone under 18 (Yes I know, ironic that at 16 I could fuck a 12 year old and not go to jail but I couldn't get a tattoo) The friend of a friend agreed that under the circumstances some tattoos would be just the right thing. I was stripped down by two bikers and three women who hung around there. I thought they were going to cut my balls off. Instead I got some tattoos. They tattooed black thigh high fishnet stockings on my legs. They added a seam up the back and a lace top. I'll admit the work was quite professional and artistic. It reminds me of a high quality engraving in an old book from two hundred years ago. They also tattooed a black lace bra, black lace garter belt and black fishnet and lace gloves on my arms and hands leaving only the last two digits of my fingers untouched. On the back just above where they tattooed the waist band of the garter belt they put a large very fancy tramp stamp in calligraphy that read "Daddy's Grateful Cock Hungry Cum Thirsty Sissy Faggot." Then Mom and one of her friends took me to have my ears pierced, something that boys didn't do back then. They'g get one pierced but not both, at least they didn't around where I lived. That was 1998.

    Next Mom took me to a place to get electrolysis done to my face, arms and body and my eye brows. The body actually took months to complete as even though I was only 16, I was kind of hairy even for a guy. After they were done with that I was brought back to the tattoo place and got eye brows tattooed over where the old ones used to be but now they shaped them to be very girly.

    After that Mom and her friends took me shopping for girl's clothing. Then we went home.

    Mom informed me that I had two choices. She could show everyone the photos and videos she secretly took of me fucking my baby sister and even though technically that was not enough to have me go to jail, she said she could easily convince my sister to complain and then I would go to jail. Or, I could agree to go to school in drag every day, come out as gay at a school and tell everyone I'm really a girl trapped in a boy's body. She informed me I had 30 days to convince a boy to let me be his girlfriend or she will distribute the evidence. That was 1998 and boys didn't go to school in drag and they certainly didn't come out as gay in a public high school. I had no choice. I put on the clothes and make-up mom bought me, tried to get used to 4 inch heals and look comfortable with my long hair in pigtails.

    I think the best experience of all was a combination of realizing that my mom was right and that inside, at least sometimes, I'm a girl and I crave man meat. That first time I stripped down to my lingerie tattoos in the boy's locker room and two seniors grabbed me and dragged me into a corner and forced themselves onto me.

    Thanks Mom


















    #43104 — Comments (2) — Jan 22, 2019 at 4:15 AM — That's Juicy! (2) Remove This. ( *** )
  • — Embarrassing Moments —
    Gay Male / 19

    I wish I didn't have all these gay feelings. I am in college in a fraternity and all I think about is getting together with this guy or that guy. I don't act out on my feelings for obvious reasons. I have only had sex twice both times with the same boy. I want to feel that again, I want to be kissed and feel a dick again. I sometimes go to the library because I heard that is where gays go to hookup but I haven't had any luck. I wish I was more assertive about it but I am pretty sure I am a bottom.

    #43090 — Comments (3) — Jan 21, 2019 at 10:28 AM — That's Juicy! (7) Remove This.
  • — Embarrassing Moments —
    Straight Female / 24

    I let a senior manager seduce me during an after work happy hour, I left with him and I went home with him. Yes, it may have been him using his position and authority but I never felt that. In fact I testified that I wasn't 'pressured or coerced'. He was fired anyways. I am 'too young' too understand the consequences of his actions. Ha! That is the biggest bull I have heard. I went with him to the happy hour, I left with him and went home with him. What we did after that is no one's business. He was ratted out by another employee and she 'presupposed' that he took advantage of me and that is why she came forward. I turned in my resignation but he won't be hired back.

    Those are the facts, I truly can't understand what happened. I feel bad for him.

    #43049 — Comments (3) — Jan 17, 2019 at 9:25 PM — That's Juicy! (7) Remove This.
  • — Embarrassing Moments —
    Straight Female / 22

    I will be honest, I have a difficult time with a man who wants me. I freaks me out. I am not attractive in the sense that men are attracted to me but for some reason men have wanted me, including a man in my family. My mother kept him away with a broomstick but that doesn't mean that she was always there and more than once he got what he wanted. By the time I got old enough to go to school on my own I went to see him instead of him coming to look for me. He was my first lover of sorts.

    I got chased by a mechanic that worked at the gas station on the corner, he never caught me but he scared me several times. I got chased by one of my older brother's friends, he did catch me but my brother got there before he got his business in me. I got chased by my sister's tutor, he caught me but by then my brother had taught me to kick him in the nuts so I got away.

    When I went to work full time at this company the man who interviewed me wanted me from the beginning. I can tell by the way he looks at me. His first move was to ask me to push my chest out because he liked nice tits. His second move was one day when he came to my desk and walked around and looked down at my crotch the entire time asking me how I liked it. The third move was when he took me and another girl to a customer's office and it was right next door to a strip joint and he asked us if we wanted to go in, to check it out and see what whores looked like. He paid for several lap dances and he made sure he got women with large tits so that they could swing them in our face. He asked me if I wanted him to fuck me like a whore or a girlfriend, either one was fine with him.

    After the strip joint I just let him fuck me. What was the point of fighting? He fucked me like a whore and put a twenty dollar bill on my lap when he was done, either I kept it or returned it so that he knew what I was, a whore or a girlfriend. I returned it.

    He wants me sometimes too much. Sometimes I don't know if he is fucking me like a whore because he is rough and talks dirty to me. Sometimes he is all sweet with me and fucks me like a girlfriend and calls me princess or sweetheart. I try to be nice to him, but that means I have to get close to him and once he grabs me he doesn't let me go. He keeps an eye on me and he doesn't let anyone else close to me. I like that part, especially you know who from when I was a kid, he still doesn't leave me alone, well now he does because he knows what will happen to him.

    I have tried to be nice and go sit with him but it doesn't work. If I am nice to him I have to do it and keep my distance from him, across the table or something like that. I guess he is my boyfriend now. I like that he wants me but I don't like that he doesn't leave me alone.

    #43001 — Comments (0) — Jan 14, 2019 at 2:54 PM — That's Juicy! (4) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 32

    M wife talked me into buying a Holy Trainer chastity belt .When it came in she told me to put it on and lock it so I did and I handed her the keys and told her not to release me for a while,make me suffer I told her and she agreed. The first time she made me wait a month before she unlocked me then told me to jack off if I wanted to cum.I was so horny that I did and then I locked myself back up and thanked her. She started tying me up before releasing me then would jack me off,sometimes she would make me cum then make me lick my cum off her rubber gloved hand,other times she would bring me to the edge but stop before I could come and would do that over and over sometimes using ice to make my poor dick shrink before locking me back in my cage. She realized by doing that she could make me so fucking horny that I would do anything she said.She had me buy a big realistic looking dildo and after teasing me id suck it and even learned to deep throat it. Next she wanted me to fuck myself in my ass with it,She had denied me an orgasm for so long that I didnt hesitate ,I lubed it and my ass and shoved it in and fucked myself till I actually had an orgasm . After that sex foe me was her teasing me ,locking my poor dick up and then I would fuck myself with the big cock or ride it till I could come from it like that . One day after hours of teasing me she made a phone call and told me she had invited a man over . She had me tied up still and began teasing my dick again and told me when the man arrived she would have me so horny that I would beg him to suck his cock and she did just that. I was going crazy because I needed to cum so bad that he wasnt even undressed yet and I was begging and pleading with the man to let me suck his big hard cock.While I was sucking on it my wife continued to play with my hard dick . She asked me if I wanted to cum and I begged her to let me and she reminded me that the only way I could have an orgasm was by taking my dildo up my sissy ass and if I wanted to cum it had to be with a real mans cock up my ass and asked me if I wanted that . I immediatly agreed and begged the man to let me ride his cock . I was so horny that I Was begging like a little bitch and was so happy when he told me that I could. He laid on his back and I climbed on top and dropped down on his hard cock and rode and came so hard I almost passed out. Now my chastity cage stays on full time ,my wife has as many men come over as she wants to fuck her and we are so happy.She invites men over and I suck their cocks willingly and cant wait to have my ass pounded by the ones who want to fuck me.

    #42978 — Comments (0) — Jan 12, 2019 at 2:38 PM — That's Juicy! (4) Remove This.
  • — Embarrassing Moments —
    Straight Male / 28

    While I was in college I did things with my roommate, I sucked him one night when we weren't exactly drunk but pretty far along. It was a dare thing, I was too bummed and he hung his dick over my face and told me to suck your Daddy sort of thing and well that was all there was to it, I sucked him. So what? So I sucked him, that doesn't make me a queer or anything like that.

    Except now I am 28 years old and I met a guy at the bar where we hang out and he started to flirt with me, touching my hand and my leg and when I got up to go to the bathroom he followed me and he hit my ass with his hand. The bathroom at this bar is a one holer but he got in with me and said he wanted to make sure he had things right. He pressed me against the wall and kissed me. I felt things and he grabbed my package and when he stopped kissing me he kept holding my package and he asked if I liked that and before I answered he said he had pegged it and kissed me again. I ended up sucking him in the bathroom. He was hard not like my roommate that time in college and I didn't want to quit until he got his load off. We kissed again before going back out into the bar.

    He was leaving and asked if I was going with him or not. I turned him down but not before he kissed me in public. I don't know if anyone I know saw that but it was pretty obvious.

    One time thing? Or something else. I have never been phobic or anything like that but I was never involved either.

    #42966 — Comments (0) — Jan 11, 2019 at 12:04 PM — That's Juicy! (3) Remove This.
Back to Top